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EP0724564B1 - Utilisation d'amide-alkoxylates d'acides gras bloques par des groupes terminaux - Google Patents

Utilisation d'amide-alkoxylates d'acides gras bloques par des groupes terminaux Download PDF

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Publication number
EP0724564B1
EP0724564B1 EP94929533A EP94929533A EP0724564B1 EP 0724564 B1 EP0724564 B1 EP 0724564B1 EP 94929533 A EP94929533 A EP 94929533A EP 94929533 A EP94929533 A EP 94929533A EP 0724564 B1 EP0724564 B1 EP 0724564B1
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EP
European Patent Office
Prior art keywords
alkyl
endgroup
amide alkoxylates
capped fatty
general formula
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP94929533A
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German (de)
English (en)
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EP0724564A1 (fr
Inventor
Beate Strecker
Günter OETTER
Alfred Oftring
Johannes Perner
Richard Baur
Volker Schwendemann
Martin Aus Dem Kahmen
Wolfgang Reif
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BASF SE
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BASF SE
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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/45—Derivatives containing from 2 to 10 oxyalkylene groups
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/16—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
    • A61K47/18—Amines; Amides; Ureas; Quaternary ammonium compounds; Amino acids; Oligopeptides having up to five amino acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
    • C07C233/17—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C07C233/18—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
    • C07C233/17—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C07C233/20—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a carbon atom of an acyclic unsaturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D17/00—Pigment pastes, e.g. for mixing in paints
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/22—Amides or hydrazides
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
    • C09K8/02—Well-drilling compositions
    • C09K8/03—Specific additives for general use in well-drilling compositions
    • C09K8/035—Organic additives
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
    • C09K8/02—Well-drilling compositions
    • C09K8/04—Aqueous well-drilling compositions
    • C09K8/26—Oil-in-water emulsions
    • C09K8/28—Oil-in-water emulsions containing organic additives
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/526—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 are polyalkoxylated
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair

Definitions

  • the invention further relates to detergents, cleaning agents and personal care products, which contain the compounds I. Because part of the Compounds I represents new substances, the invention also relates these new fabrics. The invention is also a Process for the production of these new substances.
  • DE-A 24 23 893 (1) describes a de-icing and anti-icing agent for aircraft which comprises the addition of a water-dispersible compound of the formula ⁇ RX- (CH 2 CH 2 O) n -Y in which R includes an optionally branched C 12 -C 24 -alkyl radical, X inter alia the group -CO-NH-, n denotes a number from 1 to 30 and Y inter alia denotes a C 1 -C 20 -alkyl group.
  • Another possible additive for this agent is a water-insoluble compound of the formula ⁇ R 4 -A- (CHR 1 CH 2 O) m -B in which R 4 is an optionally branched and optionally containing a hydroxyl group C 8 - to C 24 -alkyl radical, A inter alia the group -CO-NH-, R 1 is hydrogen or methyl, m is a number from 1 to 3 and B inter alia a C 1 - to C 5 -alkyl radical.
  • EP-B 211 493 (3) relates to a liquid detergent composition which comprises a mixture of an ionic surfactant and a polyalkoxy nonionic surfactant of the general formula RVEW.
  • R stands for an (ar) aliphatic hydrocarbon fraction
  • V for the group -CO-NH-
  • E for polyethoxy and / or polypropoxy (no general statement is made about the degree of alkoxylation, in the examples it is 14 or 20)
  • W for a nonionic end group, for example OH or CH 3 .
  • the fatty acid amide alkoxylates mentioned in the prior art prove but in their washing and cleaning properties still in need of improvement.
  • Task of the present The invention was therefore, surfactants or emulsifiers for use in detergents, cleaning agents and personal care products to provide an improved property profile.
  • the radical R 1 denotes C 5 to C 21 alkyl or alkenyl, preferably C 7 to C 19 alkyl or alkenyl, in particular C 9 to C 17 alkyl or alkenyl.
  • R 1 preferably represents the remainder of a long-chain carboxylic acid, in particular a naturally occurring fatty acid such as lauric acid, myristic acid, palmitic acid, stearic acid or oleic acid or a carboxylic acid synthetically produced by the oxo or the Ziegler method. Mixtures of different radicals R 1 can also occur.
  • the radical R 2 is C 1 -C 4 -alkyl such as methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl or tert-butyl, preference being given to methyl, ethyl and n-butyl.
  • variable A stands in particular for 1,2-alkylene groups, here A primarily denotes 1,2-ethylene, but also besides 1,2-propylene, 1,2-butylene or 2,3-butylene.
  • the degree of alkoxylation x has a value of 2 to 6, preferably from 2.2 to 4.5, in particular from 2.5 to 4, where x is a statistical Average value, i.e. the frequency maximum of one Distribution curve.
  • the compounds I are suitable as nonionic surfactants in solid or liquid detergents for industry, catering and household, especially for cleaning hard surfaces, for example made of glass, porcelain, ceramic or metal, so in hand dishwashing detergents.
  • The are also suitable Compounds I also good for mechanical cleaning processes in the metal, paper, textile or food industry, for example for industrial bottle washing or for machine dishwashing.
  • Another application concerns industrial cleaning processes in the metal industry.
  • very good wetting alkaline aqueous solution as cleaning medium for the removal of drawing and rolling greases or carboxyl groups organic corrosion inhibitors used.
  • the Surfactants used according to the invention not only the wetting properties improve, but especially for foam damping e.g. anionic surfactants of the alkylbenzenesulfonate type or others Surfactants containing sulfonic acid groups and carboxyl groups contribute.
  • the compounds I are also outstandingly suitable as nonionic surfactants in solid or liquid textile detergent compositions.
  • nonionic surfactants in combination with usual anionic and / or nonionic surfactants advantageous synergistic effects can be achieved.
  • the compounds I can continue to be used successfully in cosmetics as emulsifiers in personal care products such as skin creams, lotions, Gels, skin oils or hair shampoos can be used.
  • the compounds I are generally suitable as surface-active Substances for industrial applications and thus have a variety of other technical applications on. Possible areas of application here are electroplating photographic industry, oil production, pharmaceutical Industry, crop nutrition and crop protection; the Compound I are generally suitable for active substance preparations hydrophobic and hydrophilic components.
  • pigment and plastic dispersions can the compounds I with good success as emulsifiers or stabilizers are used.
  • the present invention furthermore relates to washing, Cleaning and personal care products, in addition to the usual ones Ingredients 0.1 to 50 wt .-%, preferably 1 to 30% by weight, based on the total amount of the preparation or more compounds I contain.
  • the ingredients and the Composition of such washing, cleaning and personal care products are known to the expert and therefore do not need here to be explained in more detail.
  • the end-capped fatty acid amide alkoxylates I are stable to saponification in alkaline and weakly acidic medium and are characterized by their good application properties such as efficient Lowering of surface tension, good wetting ability, good foaming power with some of the compounds I and Low foam and good foam absorption in another part of the Compounds I, good hard water resistance and good washing ability with simultaneous biodegradability and toxicological Harmlessness.
  • the compounds Ia and also the compounds I can be prepared in an advantageous manner by using fatty acid esters of the general formula II R 1 -CO-OR 3 in which R 3 is C 1 to C 8 alkyl, in particular C 1 to C 4 alkyl, and R 1 has the meaning given above, with polyoxyalkylene amines of the general formula III H 2 N- (CH 2 ) n -O- (AO) y -R 2 in which R 2 , A, n and y have the meaning given above.
  • fatty acid esters of the general formula II R 1 -CO-OR 3 in which R 3 is C 1 to C 8 alkyl, in particular C 1 to C 4 alkyl, and R 1 has the meaning given above
  • polyoxyalkylene amines of the general formula III H 2 N- (CH 2 ) n -O- (AO) y -R 2 in which R 2 , A, n and y have the meaning given above.
  • the compounds Ia can also be prepared advantageously by adding fatty acids of the general formula IV R 1 -COOH in which R 1 has the meaning given above, with the polyoxyalkylene amines III.
  • acidic catalysts preferably mineral acids such as hydrochloric acid, sulfuric acid or phosphoric acid, carboxylic acids such as formic acid or acetic acid or sulfonic acids, which can also have surfactant properties, such as p-toluenesulfonic acid or dodecylbenzenesulfonic acid, are used.
  • polyoxyalkylene amines of the general formula H 2 N- (CH 2 ) n -O- (AO) x -R 2 around.
  • the product obtained was 201 g of a light brown at room temperature wax-like solid.
  • the product obtained was 198 g of a light brown at room temperature wax-like product.
  • the product obtained was 152 g of a light brown at room temperature wax-like product.
  • the cloud point was determined in accordance with DIN 53917.
  • the foaming power was tested according to DIN 53902 at 40 ° C with 2 g / l test substance and a water hardness of 1.78 mmol Ca / l ( ⁇ 10 ° dH). The foam volume in ml became 30 sec after completion of foam generation.
  • the net assets were obtained by diving a cotton fabric in the surfactant solution to be examined tested according to DIN 53901. The measurement was made with 2 g / l test substance and 2 g / l sodium carbonate in distilled water at 20 ° and 70 ° C carried out. The time in seconds after which the Tissue its buoyancy caused by the trapped air loses and begins to decline. The shorter the time span, the better the network assets.
  • the surface tension was measured in accordance with DIN 53914 20 ° C with 0.1 g / l test substance. The force was measured in mN / m which is necessary to make a horizontally suspended Pull the ring or bracket out of the liquid surface.
  • the foam damping behavior was in the dishwasher checked by the so-called "egg test". Magnetic Induction measurement in a standard household dishwasher the number of revolutions with the help of a counter of a spray arm. By foaming that special occurs in the presence of proteins (protein), the The number of revolutions of the spray arm is reduced. The number of revolutions is therefore a measure of the reduced recoil force Suitability of surfactants in cleaning devices with high mechanics
  • the test time was 12 minutes, the average Number of revolutions was calculated from the total number of revolutions. Of the Washing was started at room temperature after about 10 minutes the temperature of the rinse water was 60 ° C.
  • Examples 2 and 4 show products such as those used in textile detergents or hand dishwashing detergents can be used. Across from Comparisons A and B show the substances according to the invention a significantly better lowering of the surface tension and significantly better network assets.
  • Examples 1, 3, 5, 6 and 7 show substances as for technical cleaners (mechanical cleaning operations) suitable are. In addition to their low foam level, these substances show a higher level Lower surface tension, better wetting ability and especially important a significantly better foam damping in the dishwasher test as a comparison substance C.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Dentistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Toxicology (AREA)
  • Medicinal Chemistry (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Birds (AREA)
  • Detergent Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Fats And Perfumes (AREA)

Claims (6)

  1. Utilisation d'alcoxylates d'amides d'acides gras à groupements terminaux bloqués de formule générale I R1-CO-NH-(CH2)n-O-(AO)x-R2 dans laquelle
    R1
    représente un reste alkyle ou alcényle en C5-C21,
    R2
    représente un groupement alkyle en C1-C4,
    A
    est mis pour un reste alkylène en C2-C4,
    n
    représente le nombre 2 ou 3 et
    x
    a une valeur de 2 à 6,
    comme tensio-actifs ou émulsifiants non ioniques dans des agents de lavage, de nettoyage ou d'hygiène corporelle, comme substances actives pour une utilisation industrielle en galvanoplastie, dans l'industrie photographique, dans l'exploitation pétrolière, dans l'industrie pharmaceutique, pour l'alimentation des plantes et dans des formulations phytosanitaires ainsi que comme substances actives pour la préparation d'émulsions, de dispersions de pigments et de matières plastiques.
  2. Utilisation des alcoxylates d'amides d'acides gras à extrémités bloquées selon la revendication 1, composés dans lesquels
    R1
    représente un reste alkyle ou alcényle en C7-C19,
    R2
    représente un groupement méthyle, éthyle ou n-butyle,
    A
    est mis pour un groupement 1,2-éthylène,
    n
    représente le nombre 2 ou 3 et
    x
    a une valeur de 2,2 à 4,5.
  3. Agents de lavage, de nettoyage ou d'hygiène corporelle, contenant outre les constituants usuels, de 0,1 à 50% en poids des alcoxylates d'amides d'acides gras à extrémités bloquées I selon la revendication 1 ou 2 comme tensio-actifs ou émulsionnants non ioniques.
  4. Alcoxylates d'amides d'acides gras à extrémités bloquées de formule générale Ia R1-CO-NH-(CH2)n-O-(AO)y-R2 dans laquelle
    R1
    représente un reste alkyle ou alcényle en C5-C21,
    R2
    représente un groupement alkyle en C1-C4,
    A
    est mis pour un groupement alkylène en C2-C4,
    n
    représente le nombre 2 ou 3 et
    y
    a une valeur de plus de 2 à 6.
  5. Procédé de préparation d'alcoxylates d'amides d'acides gras à extrémités bloquées Ia selon la revendication 4, caractérisé en ce qu'on fait réagir des esters d'acides gras de formule générale II R1-CO-O-R3 dans laquelle R3 représente un groupement alkyle en C1-C8 et R1 a la signification donnée ci-dessus, avec des polyoxyalkylène-amines de formule générale III H2N-(CH2)n-O-(AO)y-R2 dans laquelle R2, A, n et y ont les significations données ci-dessus.
  6. Procédé de préparation des alcoxylates d'amides d'acides gras à extrémités bloquées Ia selon la revendication 4, caractérisé en ce qu'on fait réagir des acides gras de formule générale IV R1-COOH dans laquelle R1 a la définition donnée ci-dessus, avec des polyoxyalkylène-amines de formule générale III H2N-(CH2)n-O-(AO)y-R2 dans laquelle R2, A, n et y ont les significations données ci-dessus.
EP94929533A 1993-10-22 1994-10-12 Utilisation d'amide-alkoxylates d'acides gras bloques par des groupes terminaux Expired - Lifetime EP0724564B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE4336247 1993-10-22
DE4336247A DE4336247A1 (de) 1993-10-22 1993-10-22 Verwendung von endgruppenverschlossenen Fettsäureamidalkoxylaten
PCT/EP1994/003354 WO1995011225A1 (fr) 1993-10-22 1994-10-12 Utilisation d'amide-alkoxylates d'acides gras bloques par des groupes terminaux

Publications (2)

Publication Number Publication Date
EP0724564A1 EP0724564A1 (fr) 1996-08-07
EP0724564B1 true EP0724564B1 (fr) 1998-04-22

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EP94929533A Expired - Lifetime EP0724564B1 (fr) 1993-10-22 1994-10-12 Utilisation d'amide-alkoxylates d'acides gras bloques par des groupes terminaux

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Country Link
US (1) US5766612A (fr)
EP (1) EP0724564B1 (fr)
JP (1) JPH09503516A (fr)
AT (1) ATE165340T1 (fr)
CA (1) CA2173335A1 (fr)
DE (2) DE4336247A1 (fr)
WO (1) WO1995011225A1 (fr)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19647636A1 (de) * 1996-11-18 1998-05-20 Basf Ag Hydroxyfettsäureamide und deren Verwendung als oberflächenaktive Substanzen, nichtionische Tenside oder Emulgatoren
AU2001255814A1 (en) * 2000-03-29 2001-10-08 Huntsman Petrochemical Corporation Low pour point primary amides
US7074749B2 (en) 2000-06-16 2006-07-11 Basf Aktiengesellschaft Oxoalcohol-based detergent
AR051861A1 (es) 2004-12-24 2007-02-14 Basf Ag Composicion acuosa, procedimiento para extraer metales y utilizacion de agentes tensioactivos no ionicos en la extraccion de metal.
ES2288093B1 (es) * 2005-09-26 2008-12-16 Gat Formulation Gmbh Formulaciones de plaguicidas con riesgo de cristalizacion y procedimiento para su obtencion.
PL2601280T3 (pl) 2010-08-03 2015-03-31 Basf Se Ciecze nośne do ścierniw
WO2013113859A1 (fr) 2012-02-01 2013-08-08 Basf Se Liquides réfrigérants et/ou lubrifiants pour la production de tranches de semi-conducteurs
CN102816556A (zh) * 2012-09-12 2012-12-12 中国石油集团长城钻探工程有限公司 一种油基钻井液润湿剂及其制备方法
WO2017044366A1 (fr) * 2015-09-11 2017-03-16 Dow Global Technologies Llc Composé poly-alkoxy gras
CN108025033B (zh) * 2015-09-11 2022-02-22 陶氏环球技术有限责任公司 包含蛋白质和聚烷氧基脂肪族化合物的组合物
MX2018016248A (es) * 2016-06-28 2019-04-22 Basf Se Composicion de caucho, su fabricacion y uso.
CN110982061A (zh) * 2019-11-05 2020-04-10 名畔科技(镇江)有限公司 一种聚乙二醇长链烷基酰胺的制备方法及其应用

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3180786A (en) * 1962-04-02 1965-04-27 Nalco Chemical Co Amide-ether compounds and use in inhibiting foam
DE1692015B2 (de) * 1968-02-10 1977-06-08 Henkel & Cie GmbH, 4000 Düsseldorf Verfahren zum maschinellen spuelen von geschirr
US3746644A (en) * 1971-08-31 1973-07-17 Us Agriculture N-substituted fatty acid amide lubricants
DE2423893B2 (de) * 1974-05-16 1979-04-12 Chemische Werke Huels Ag, 4370 Marl Enteisungs- und Vereisungsschutzmittel für Flugzeugoberflächen
DE3418523A1 (de) * 1984-05-18 1985-11-21 Basf Ag, 6700 Ludwigshafen Endgruppenverschlossene fettalkoholalkoxylate fuer industrielle reinigungsprozesse, insbesondere fuer die flaschenwaesche und fuer die metallreinigung
CA1276852C (fr) * 1985-06-21 1990-11-27 Francis John Leng Composition detersive liquide
NL8900539A (nl) * 1989-03-04 1990-10-01 Stamicarbon Geamideerde vetzuurmengsels en toepassing daarvan als verdikkingsmiddelen.
CH684933A5 (de) * 1992-04-01 1995-02-15 Ciba Geigy Ag Schaumarme oberflächenaktive Verbindungen.

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DE59405808D1 (de) 1998-05-28
EP0724564A1 (fr) 1996-08-07
DE4336247A1 (de) 1995-04-27
JPH09503516A (ja) 1997-04-08
US5766612A (en) 1998-06-16
ATE165340T1 (de) 1998-05-15
CA2173335A1 (fr) 1995-04-27
WO1995011225A1 (fr) 1995-04-27

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